4-ethyl-7-methoxy-2H-chromen-2-one | 64231-08-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-ethyl-7-methoxy-2H-chromen-2-one
• 英文别名: 4-ethyl-7-methoxycoumarin；4-ethyl-7-methoxy-chromen-2-one；4-Ethyl-7-methoxycumarin；4-ethyl-7-methoxychromen-2-one
• CAS: 64231-08-9
• 化学式: C₁₂H₁₂O₃
• mdl: MFCD02080081
• 分子量: 204.225
• InChiKey: ILJGQAIFVFOHKZ-UHFFFAOYSA-N

物化性质

• 熔点：
  90 °C
• 沸点：
  351.8±37.0 °C(Predicted)
• 密度：
  1.155±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-ethyl-7-methoxy-2H-chromen-2-one 在 selenium(IV) oxide 作用下， 以 xylene 为溶剂， 反应 12.5h， 生成 4-acetyl-7-methoxy-2H-chromen-2-one
  参考文献：
  名称：

  Ito, Kiichi; Nakajima, Kaoru, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 511 - 515

  摘要：

  DOI：
• 作为产物：
  描述：

  丙酰乙酸乙酯 在 potassium carbonate 、 对甲苯磺酸 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 6.0h， 生成 4-ethyl-7-methoxy-2H-chromen-2-one
  参考文献：
  名称：

  Dual functional small molecule fluorescent probes for image-guided estrogen receptor-specific targeting coupled potent antiproliferative potency for breast cancer therapy

  摘要：

  A strategy by integrating biological imaging into early stages of the drug discovery process can improve our understanding of drug activity during preclinical and clinical study. In this article, we designed and synthesized coumarin-based nonsteroidal type fluorescence ligands for drug-target binding imaging. Among these synthesized compounds, 3e, 3f and 3h showed potent ER binding affinity and 3e (IC50 = 0.012 mu M) exhibited excellent ERo: antagonistic activity, its antiproliferative potency in breast cancer MCF-7 cells is equipotent to the approved drug tamoxifen. The fluorescence of compounds 3e and 3f depended on the solvent properties and showed significant changes when mixed with Elta or ER/3 in vitro. Furthermore, target molecule 3e could cross the cell membrane, localize and image drug-target interaction in real time without cell washing. Thus, the coumarin-based platform represents a promising new ER-targeted delivery vehicle with potential imaging and therapeutic properties. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2017.05.002

文献信息

• One Photocatalyst, <i>n</i> Activation Modes Strategy for Cascade Catalysis: Emulating Coumarin Biosynthesis with (−)-Riboflavin
  作者：Jan B. Metternich、Ryan Gilmour

  DOI：10.1021/jacs.5b12081

  日期：2016.1.27

  energy transfer (ET) and single-electron transfer (SET) activation pathways, respectively. This catalytic approach has been utilized to emulate the coumarin biosynthesis pathway, which features a key photochemical E → Z isomerization step. Since the ensuing SET-based cyclization eliminates the need for a prefunctionalized aryl ring, this constitutes a novel disconnection of a pharmaceutically important

  使用单一催化剂产生分子复杂性，其中必要的活化模式随着反应的进行而依次利用，是合成中一个有吸引力的指导原则。这要求每个底物转位都暴露出一种催化剂活化模式 (AM)，所有先前或未来的中间体都对这种模式具有抵抗力。虽然麦克米伦将烯胺和亚胺离子活化的美丽结合体现了这一概念，但当代催化其他领域的例子仍然难以捉摸。在这里，我们将此策略扩展到有机光化学。通过利用 (-)-核黄素的两种离散光化学活化模式，可以分别通过能量转移 (ET) 和单电子转移 (SET) 激活途径依次诱导异构化和环化。这种催化方法已被用于模拟香豆素生物合成途径，该途径具有关键的光化学 E → Z 异构化步骤。由于随后的基于 SET 的环化消除了对预官能化芳环的需要，这构成了药学重要支架的新断开连接。
• MODIFIED GALACTOOLIGOSACCHARIDES
  申请人：GLYCOM A/S

  公开号：US20150183816A1

  公开（公告）日：2015-07-02

  The invention relates to a method for making modified galactooligosaccharides comprising the step of enzymatic glycosylation, the modified galactooligosaccharides obtainable by the method and consumable products containing them.

  本发明涉及一种制备改性半乳寡糖的方法，包括酶促糖基化步骤，所述方法获得的改性半乳寡糖以及包含它们的可食用产品。
• Caged tetracycline (derivatives), their generation, and their use for photoactivated gene expression
  申请人：Cambridge Sidney

  公开号：US20060105458A1

  公开（公告）日：2006-05-18

  Transcriptionally inactivated (caged) tetracycline or tetracycline derivative, wherein the inactivation is caused by reaction of the tetracycline (derivative) with a photosensitive protection compound, said caged tetracycline or tetracycline derivative being capable to be activated again by photolysis.

  转录失活（caged）四环素或四环素衍生物，其中失活是由四环素（衍生物）与光敏保护化合物反应引起的，所述caged四环素或四环素衍生物能够通过光解再次被激活。
• Washing and softening compositions containing nonionic brightener
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP0006271A1

  公开（公告）日：1980-01-09

  Textile softening detergent compositions comprise a nonionic detergent, a cationic textile softener, builders and a nonionic-type optical brightener, selected from benzoxazole, coumarin, bis(benzimidazolyl) furan and bis-(sulphonamidostyryl)biphenyl types. Preferred compositions also contain a discolouration inhibitor, and are made by spraying a mixture of the nonionic detergent and cationic softener on to spray dried granules comprising at least part of the builders.

  纺织品柔软洗涤剂组合物由非离子洗涤剂、阳离子纺织品柔软剂、助剂和非离子型光学增白剂组成，这些助剂选自苯并恶唑、香豆素、双(苯并咪唑基)呋喃和双(磺酰胺基苯乙烯基)联苯类型。优选的组合物还含有褪色抑制剂，其制作方法是将非离子洗涤剂和阳离子柔软剂的混合物喷洒在包含至少部分添加剂的喷雾干燥颗粒上。
• ITO, KIICHI;NAKAJIMA, KAORU, J. HETEROCYCL. CHEM., 25,(1988) N 2, 511-515
  作者：ITO, KIICHI、NAKAJIMA, KAORU

  DOI：——

  日期：——